title: Synthesis and antimycobacterial activity of isoniazid derivatives from renewable fatty acids.
abstract: This work describes the synthesis of a series of fatty acid hydrazide derivatives of isoniazid (INH). The compounds were tested against Mycobacterium tuberculosis H37Rv (ATCC 27294) as well as INH-resistant (ATCC 35822 and 1896 HF) and rifampicin-resistant (ATCC 35338) M. tuberculosis strains. The fatty acid derivatives of INH showed high antimycobacterial potency against the studied strains, which is desirable for a pharmaceutical compound, suggesting that the increased lipophilicity of isoniazid plays an important role in its antimycobacterial activity.
authors.affiliation: Laboratório Kolbe de Síntese Orgânica, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Rio Grande, RS, Brazil.
authors.forename: Marieli O
authors.initials: MO
authors.lastname: Rodrigues
authors.forename: Jéssica B
authors.initials: JB
authors.lastname: Cantos
authors.forename: Caroline R Montes
authors.initials: CR
authors.lastname: D'Oca
authors.forename: Karina L
authors.initials: KL
authors.lastname: Soares
authors.forename: Tatiane S
authors.initials: TS
authors.lastname: Coelho
authors.forename: Luciana A
authors.initials: LA
authors.lastname: Piovesan
authors.forename: Dennis
authors.initials: D
authors.lastname: Russowsky
authors.forename: Pedro A
authors.initials: PA
authors.lastname: da Silva
authors.forename: Marcelo G Montes
authors.initials: MG
authors.lastname: D'Oca
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D024881:Drug Resistance, Bacterial / Q000187:drug effects; D005227:Fatty Acids / Q000737:chemistry*; D007538:Isoniazid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D012293:Rifampin / Q000494:pharmacology
chemical_list: D000995:Antitubercular Agents; D005227:Fatty Acids; D007538:Isoniazid; D012293:Rifampin
keywords: Antimycobacterial activity; Fatty acids; INH-derivatives; Mycobacterium tuberculosis